4.4 Article

Synthesis of 1,2,4-Benzotriazines via Copper(I) Iodide/1H-Pyrrole-2-carboxylic Acid Catalyzed Coupling of o-Haloacetanilides and N-Boc Hydrazine

Journal

SYNLETT
Volume 26, Issue 11, Pages 1586-1590

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1378708

Keywords

coupling; cyclization; copper; catalysis; 1,2,4-benzotriazine

Funding

  1. Chinese Academy of Sciences
  2. National Natural Science Foundation of China [21132008, 21372240]

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Coupling of o-haloacetanilides and N-Boc hydrazine proceeded at room temperature under the catalysis of CuI/1H-pyrrole-2-carboxylic acid. The coupling products underwent oxidation to afford the azo compounds, which were subjected to deprotection with TFA and in situ cyclization to give 1,2,4-benzotriazines.

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